(+)-alpha-fenchol

bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1R,2R,4S)-

CAS: 2217-02-9 C10 H18 O MW: 154.25266000

Identification

Name(+)-alpha-fenchol
IUPAC(1R,2R,4S)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol
CAS Number2217-02-9
FDA UNIIOW0KEP592N
Molecular FormulaC10 H18 O
Molecular Weight154.25266000
MDL NumberMFCD00003760
Nikkaji NumberJ156.724A
Beilstein2038082

Regulatory

Physical Properties

Appearance colorless clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 43.50 °C. @ 760.00 mm Hg
Boiling Point 202.00 to 203.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.069000 mmHg @ 25.00 °C. (est)
Flash Point 165.00 °F. TCC ( 73.89 °C. )
logP (o/w) 3.170
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for (+)-alpha-fenchol usage levels up tonot for fragrance use.
Recommendation for (+)-alpha-fenchol flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, (1R,2R,4S)- (+)- fenchol (+)-(1R,2R,4S)-alpha- fenchol (1R-endo)- fenchol (+)-alpha- fenchyl alcohol (1R)-endo-(+)- fenchyl alcohol (1R,2R,4S)-1,3,3- trimethylbicyclo(2.2.1)heptan-2-ol (1R,2R,4S)-1,3,3- trimethylbicyclo[2.2.1]heptan-2-ol PubMed: Functional characterization of terpene synthases and chemotypic variation in three lavender species of section Stoechas. PubMed: GC and GC/MS analysis of essential oil composition of the endemic Soqotraen Leucas virgata Balf.f. and its antimicrobial and antioxidant activities. PubMed: Inhibitory effects of monoterpenes on human TRPA1 and the structural basis of their activity. PubMed: Antioxidant and antimicrobial properties of the essential oil and extracts of Zanthoxylum alatum grown in north-western Himalaya. PubMed: Grapevine bunch rots: impacts on wine composition, quality, and potential procedures for the removal of wine faults. PubMed: Chemical composition and bioactivity of different oregano (Origanum vulgare) extracts and essential oil. PubMed: Distillation time effect on lavender essential oil yield and composition. PubMed: [GC-MS analysis of chemical components in seeds oil from Croton tiglium]. PubMed: Electrophysiological and behavioral responses of the bark beetle Dendroctonus rhizophagus to volatiles from host pines and conspecifics. PubMed: Structure of 2-methylisoborneol synthase from Streptomyces coelicolor and implications for the cyclization of a noncanonical C-methylated monoterpenoid substrate. PubMed: Kinetics and mechanisms of the tropospheric reactions of menthol, borneol, fenchol, camphor, and fenchone with hydroxyl radicals (OH) and chlorine atoms (Cl). PubMed: Fumigant toxicity and oviposition deterrency of the essential oil from cardamom, Elettaria cardamomum, against three stored–product insects. PubMed: Multivariate analysis of volatile compounds detected by headspace solid-phase microextraction/gas chromatography: A tool for sensory classification of cork stoppers. PubMed: Effects of the origins of Botrytis cinerea on earthy aromas from grape broth media further inoculated with Penicillium expansum. PubMed: Comparison of volatile constituents, and antioxidant and antibacterial activities of the essential oils of Thymus caucasicus, T. kotschyanus and T. vulgaris. PubMed: Variation in volatile leaf oils of five Eucalyptus species harvested from Jbel Abderrahman arboreta (Tunisia). PubMed: Chemical diversity in the genus Alpinia (Zingiberaceae): comparative composition of four Alpinia species grown in Northern India. PubMed: Microextraction and Gas Chromatography/Mass Spectrometry for improved analysis of geosmin and other fungal "off" volatiles in grape juice. PubMed: Chemical analysis and biological activity of the essential oils of two endemic Soqotri Commiphora species. PubMed: Compositional variability in essential oil from different parts of Alpinia speciosa from India. PubMed: NIR-VCD, vibrational circular dichroism in the near-infrared: experiments, theory and calculations. PubMed: Fragrance material review on fenchyl alcohol. PubMed: Roles of human CYP2A6 and rat CYP2B1 in the oxidation of (+)-fenchol by liver microsomes. PubMed: Screening of antibacterial activities of twenty-one oxygenated monoterpenes. PubMed: Determination of essential oil components of Artemisia haussknechtii Boiss. using simultaneous hydrodistillation-static headspace liquid phase microextraction-gas chromatography mass spectrometry. PubMed: Monoterpenes as drug shuttles: cytotoxic (6-aminomethylnicotinate)dichloridoplatinum(II) complexes with potential to overcome cisplatin resistance. PubMed: Acetophenone as an anti-attractant for the western pine beetle, Dendroctonus Brevicomis LeConte (Coleoptera: Scolytidae). PubMed: Rapid headspace solid-phase microextraction/gas chromatographic/mass spectrometric assay for the quantitative determination of some of the main odorants causing off-flavours in wine. PubMed: Odor thresholds of microbially induced off-flavor compounds in apple juice. PubMed: Characterisation of volatile organic compounds in stemwood using solid-phase microextraction. PubMed: A superior P-H phosphonite: asymmetric allylic substitutions with fenchol-based palladium catalysts. PubMed: Electrophysiological and behavioral responses of Dendroctonus frontalis (Coleoptera: Curculionidae) to volatiles isolated from conspecifics. PubMed: A dispensable methoxy group? Phenyl fencholate as a chiral modifier of n-butyllithium. PubMed: Phytochemical investigation and evaluation of anti-inflammatory and anti-arthritic activities of essential oil of Strobilanthus ixiocephala Benth. PubMed: [GC-MS analysis and inhibitory activity of the essential oil extracted from the leaves of Lindera communis]. PubMed: Sensitive indoor air monitoring of monoterpenes using different adsorbents and thermal desorption gas chromatography with mass-selective detection. PubMed: Phosphinofenchol or metastable phosphorane? Phosphorus derivatives of fenchol. PubMed: Rationalization of enantioselectivities in dialkylzinc additions to benzaldehyde catalyzed by fenchone derivatives. PubMed: Relationships between odor-elicited oscillations in the salamander olfactory epithelium and olfactory bulb. PubMed: Composition and antimalarial activity in vitro of the essential oil of Tetradenia riparia. PubMed: Volatile compounds in the larval frass ofDendroctonus valens andDendroctonus micans (Coleoptera: Scolytidae) in relation to oviposition by the predator,Rhizophagus grandis (Coleoptera: Rhizophagidae). PubMed: Olfactory sensitivity of two sympatric species of rice leaf folders (Lepidoptera: Pyralidae) to plant volatiles. PubMed: Monoterpene biosynthesis: mechanistic evaluation of the geranyl pyrophosphate:(-)-endo-fenchol cyclase from fennel (Foeniculum vulgare). PubMed: Biosynthesis of monoterpenes. Stereochemistry of the enzymatic cyclization of geranyl pyrophosphate to (-)-endo-fenchol. PubMed: Biosynthesis of monoterpenes. Enantioselectivity in the enzymatic cyclization of linalyl pyrophosphate to (-)-endo-fenchol. PubMed: Olfactory discrimination of structurally related molecules: receptor cell responses to camphoraceous odorants. PubMed: Biosynthesis of monoterpenes: preliminary characterization of i-endo-fenchol synthetase from fennel (Foeniculum vulgare) and evidence that no free intermediate is involved in the cyclization of geranyl pyrophosphate to the rearranged product. PubMed: Biosynthesis of monoterpenes: conversion of the acyclic precursors geranyl pyrophosphate and neryl pyrophosphate to the rearranged monoterpenes fenchol and fenchone by a soluble enzyme preparation from fennel (Foeniculum vulgare). PubMed: Effect of various essential oils isolated from Douglas fir needles upon sheep and deer rumen microbial activity.